Search Condos Rentals in Old Chatham from CA $95

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Old Chatham

A wooden deck with white railings and hanging flower baskets.

1. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (255 reviews)
"Great clean, economical place to stay."
United States
Patrick
The price is CA $156
CA $175 total
includes taxes & fees
Nov 13 - Nov 14
Chatham Travel Lodge
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

2. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is CA $230
CA $257 total
includes taxes & fees
Dec 2 - Dec 3
Inn at Silver Maple Farm
Outdoor pool

3. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (527 reviews)
"The room was clean and the staff friendly."
United States
Istvan
The price is CA $96
CA $107 total
includes taxes & fees
Nov 12 - Nov 13
Berkshire Travel Lodge
A hotel with a covered entrance, stone facade, and arched windows.

4. Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.8 out of 10, Excellent, (1,001 reviews)
"Great stay"
United States
barbara
The price is CA $160
CA $177 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn & Suites East Greenbush - Albany
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

5. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,001 reviews)
"Room was spacious and clean"
United States
James
The price is CA $131
CA $146 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Berkshire Hills Inn & Suites
Two Adirondack chairs facing a river with a forested hill in the background.

6. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,013 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $152
CA $170 total
includes taxes & fees
Dec 6 - Dec 7
The Yankee Inn
A hotel room with a bed, a desk, a chair, a sofa, and a TV.

7. Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 star property
West Coxsackie
8.4 out of 10, Very good, (1,001 reviews)
"Nice staff, expensive stay."
United States
Anthony
The price is CA $139
CA $150 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
A modern dining area with wooden tables and benches, green chairs, and pendant lighting.

8. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.2 out of 10, Very good, (211 reviews)
"The Hotel fits into the space - apart of the area."
United States
Richard
The price is CA $129
CA $140 total
includes taxes & fees
Nov 15 - Nov 16
Spark by Hilton West Coxsackie
Exterior

9. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
10.0 out of 10, Exceptional, (16 reviews)
"Super lovely house and host was helpful and communicative. Absolutely recommend if you are looking for a place in this area!"
United States
Jess S.
The price is CA $279
CA $460 total
includes taxes & fees
Nov 12 - Nov 13
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

10. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (685 reviews)
"Great stay!"
United States
Vandhana
The price is CA $176
CA $196 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Lenox Berkshires
Exterior

11. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,256 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is CA $107
CA $151 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge
A modern living room with a fireplace, a dining area with chairs, and a kitchen in the background.

12. Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York
2.5 star property
Downtown Albany
8.2 out of 10, Very good, (1,235 reviews)
"Food was great beautiful place to stay service was 10/10 ❤️"
United States
Abdurahim
The price is CA $141
CA $162 total
includes taxes & fees
Nov 22 - Nov 23
Country Inn & Suites by Radisson, Downtown Albany New York
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

13. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (978 reviews)
"Very nice hotel"
United States
Philip
The price is CA $163
CA $182 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (934 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is CA $110
CA $123 total
includes taxes & fees
Nov 12 - Nov 13
Howard Johnson by Wyndham Lenox
A hotel room with a bed, two chairs, a small table, and a lamp.

15. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is CA $98
CA $108 total
includes taxes & fees
Nov 6 - Nov 7
Pleasant Valley Motel West Stockbridge
A red building with a sign reading "Shaker Mill Inn."

16. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is CA $203
CA $222 total
includes taxes & fees
Nov 12 - Nov 13
Shaker Mill Inn
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

17. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $116
CA $130 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.

18. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is CA $153
CA $171 total
includes taxes & fees
Nov 12 - Nov 13
Hampton Inn & Suites Berkshires-Lenox
A large, historic building with a prominent tower and multiple domes, surrounded by autumn foliage and a lake in the background.

19. voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
3.5 star property
Coxsackie
9.2 out of 10, Wonderful, (432 reviews)
"The property was quite lovely and it was nice to stay somewhere with restaurant options. The food was quite good and the views were excellent!"
United States
Lisa
The price is CA $217
CA $243 total
includes taxes & fees
Dec 6 - Dec 7
voco James Newbury Hudson Valley by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

20. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $106
CA $118 total
includes taxes & fees
Nov 25 - Nov 26
Quality Inn Great Barrington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Learn more about Old Chatham

Tucked in the Hudson Valley, this historic hamlet offers peaceful countryside walks and the charming Old Chatham Country Store for local provisions. Nearby Shaker Museum preserves artifacts from America's oldest Shaker settlement, while Chatham's Main Street features independent shops and farm-to-table dining.

See all hotels in Old Chatham
A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Top reviews in Old Chatham

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.
Inn at Silver Maple Farm

Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham

10/10 Excellent

The property itself is wonderful. Chloe and Sean are delightful hosts. A great breakfast is icing on the cake.
Canada
Timothy
Reviewed June 22, 2023
Inn at Silver Maple Farm

Frequently Asked Questions

Why book your condo in Old Chatham with Expedia?

Reserving a condo in Old Chatham is as simple as working out your travel dates and selecting an option that has what you need. On the search for something inexpensive or upscale, or a stay that also features a pool? Use Expedia's search filters to further narrow your search results and find your perfect match.

How can I find cheap condos in Old Chatham?

Expedia can help you locate cheap condos in Old Chatham. To book your perfect stay in a couple of quick clicks, use our convenient filter tool to refine your search results by budget, star rating and amenities.

What is there to do in Old Chatham near my condo?

The best travel accessory is a well-planned to-do list. Shaker Museum and Library is a top place to kick-start your adventures in Old Chatham.

Explore a world of travel with Expedia